SYNTHESIS AND METAL-BINDING PROPERTIES OF OLIGO-CALIXARENES - AN APPROACH TOWARDS THE CALIX[4]ARENE-BASED DENDRIMERS

被引:51
作者
LHOTAK, P [1 ]
SHINKAI, S [1 ]
机构
[1] KYUSHU UNIV,FAC ENGN,DEPT CHEM SCI & TECHNOL,FUKUOKA 812,JAPAN
关键词
D O I
10.1016/0040-4020(95)00408-Z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of bis-calix[4]arene derivatives 4a-h (cone conformation) linked through the phenolic oxygens with the help of a single aliphatic chain (lower rim-lower rim connection) was obtained in high yields (50-80%) by alkylation of 25, 26, 27-tripropoxy-28-hydroxycalix [4]arenes 2a, 2b with 0.5 equiv. of Br-(CH2)(n)-Br in the presence of NaH. The same reaction with excess dibromides yielded corresponding bromoalkyl derivatives 3a-c which were used for construction of oligo-calix[4]arenes (bis, tris, pentakis) - a new family of calix[4]arene derivatives representing the first step on the way towards the calixarene-based dendrimers. The metal complexation behavior of newly prepared compounds was investigated with the help of H-1 NMR spectroscopy.
引用
收藏
页码:7681 / 7696
页数:16
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